(R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid

Base Information

• Chemical Name: (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid
• CAS No.: 1449846-36-9
• Molecular Formula: C₁₄H₂₀N₄O₅S
• Molecular Weight: 356.403

Synonyms:(R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid

Chemical Property of (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid

Chemical Property:

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Technology Process of (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid

There total 2 articles about (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.0%

(R)-tert-butyl 2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoate (1449846-33-6) → (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid (1449846-36-9)

Guidance literature:

With montmorillonite KSF clay; In acetonitrile; for 3h; Reflux;

DOI:10.1021/jm4006753

Reference yield:

N-[(4-methoxyphenyl)sulfonyl]-D-valine tert-butyl ester (161315-62-4) → (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid (1449846-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-d₆-formamide / 48 h / 50 °C

2: montmorillonite KSF clay / acetonitrile / 3 h / Reflux

With potassium carbonate; In acetonitrile; N,N-dimethyl-d₆-formamide;

DOI:10.1021/jm4006753

Reference yield: 97.0%

O-2-tetrahydro-2H-pyranhydroxylamine (6723-30-4) + (R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoic acid (1449846-36-9) → (2R)-2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methyl-N-((tetrahydro-2H-pyran-2-yl)oxy)butanamide

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm4006753

upstream raw materials:

N-[(4-methoxyphenyl)sulfonyl]-D-valine tert-butyl ester

(R)-tert-butyl 2-(N-(2-azidoethyl)-4-methoxyphenylsulfonamido)-3-methylbutanoate

Downstream raw materials:

(R)-2-(N-(2-(4-(16-fluoro-2,5,8,11,14-pentaoxahexadecyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-methoxyphenylsulfonamido)-N-hydroxy-3-methylbutanamide

(R)-2-(N-(2-(4-(4-((2-fluoropyridin-3-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-methoxyphenylsulfonamido)-N-hydroxy-3-methylbutanamide

(R)-2-(N-(2-(4-((4-fluorophenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-methoxyphenylsulfonamido)-N-hydroxy-3-methylbutanamide

(R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-methoxyphenylsulfonamido)-N-hydroxy-3-methylbutanamide

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